Kentucky Bluegrass Heritage & Horsepower
Saddle up for the Kentucky adventure of a lifetime! From the thundering excitement of live racing at Churchill Downs to the rolling hills of Bluegrass horse country, this unforgettable journey brings Kentucky's most iconic experiences together in one spectacular trip. Discover legendary bourbon, charming historic towns, Abraham Lincoln's Kentucky, underground caves, and a memorable dinner aboard the My Old Kentucky Dinner Train. More than a vacation - this is a Bluegrass Adventure!
View Dates & BookKentucky Bluegrass Heritage & Horsepower
May 20 - 26, 2027
7 DAYS | 6 NIGHTS
Experience Kentucky like never before.
Imagine the anticipation building as you arrive at legendary Churchill Downs, where the grand Twin Spires rise above the track and the unmistakable excitement of thoroughbred racing fills the air. Feel the energy of the crowd, hear the pounding of hooves, and watch powerful racehorses thunder toward the finish line during your live Derby race experience. Enjoy an included Derby lunch right at the track, then travel into the rolling Bluegrass countryside, where picturesque horse farms, stone fences, historic estates, and charming communities create the postcard-perfect Kentucky you've always imagined. This is the kind of day you'll talk about long after you've returned home.
Slow down and savor the Kentucky of history and tradition as you explore Lexington, Versailles, Georgetown, and Bardstown. Walk through the elegant Mary Todd Lincoln House, discover the fascinating world of horses at the Kentucky Horse Park, and step back in time during a guided visit to Shaker Village of Pleasant Hill. Along the way, enjoy the beauty of Kentucky's rolling hills and lush countryside from the comfort of your motorcoach. Then experience the warmth and character of historic Bardstown, where bourbon heritage, beautiful architecture, and Kentucky hospitality come together.
Taste the traditions that have made Kentucky famous as you follow the Lincoln Heritage Scenic Highway and explore the world of bourbon at Heaven Hill and Maker's Mark. Picture yourself aboard the My Old Kentucky Dinner Train, watching the Kentucky countryside glide past your window while enjoying a memorable dinner and the nostalgic rhythm of the rails. Then follow the remarkable story of Abraham Lincoln through the places that shaped his earliest years—from his family homestead and birthplace to his boyhood home at Knob Creek. Each stop adds another chapter to the story, bringing American history to life in a way that simply cannot be experienced from a textbook.
And just when you think you've seen it all, Kentucky surprises you again! Marvel at the sleek beauty and American ingenuity of the National Corvette Museum, then journey beneath the surface of the Bluegrass State for an unforgettable underground adventure at Lost River Cave or Mammoth Cave.
From the roar of racehorses to the quiet beauty of historic homes, from the aroma and tradition of bourbon country to the cool, mysterious world beneath the earth, every day brings a new experience.
This is Kentucky at its finest—a journey filled with sights, sounds, flavors, stories, and unforgettable moments that belong on your bucket list.
DAY 1: Louisville
Our Kentucky adventure begins as we travel south toward the Bluegrass State. Sit back, relax, and enjoy the scenery from the comfort of your motorcoach as we make our way to Louisville, Kentucky.
By day's end, we'll arrive in Louisville, the gateway to our Kentucky adventure and home of the legendary Churchill Downs and Kentucky Derby. Settle into the Drury Inn & Suites Louisville and get ready - the best is yet to come!
DAY 2: Lexington
Today is one of those days that belongs on everyone's bucket list!
After a hot breakfast, begin your Kentucky experience at the Kentucky Derby Museum, where the history, traditions, personalities, and excitement of America's most famous horse race come alive.
Then it's on to legendary Churchill Downs, home of the Kentucky Derby. Walk in the footsteps of racing legends and take in the iconic Twin Spires before enjoying an included Derby Lunch on site.
And then comes the thrill you've been waiting for LIVE THOROUGHBRED RACING! Feel the excitement build as the horses head to the starting gate and experience the roar of the crowd as they race down the track.
After the excitement of the track, we'll travel into Kentucky's beautiful Bluegrass region and make our way to Versailles, known for its beautiful countryside and horse-farm landscape.
This evening, relax at the Drury Lexington, we are here for 2 nights.
DAY 3: Lexington
Kentucky's horse country takes center stage today!
Our morning begins at the Kentucky Horse Park, an extraordinary destination dedicated to the history and relationship between people and horses. Discover fascinating exhibits, beautiful grounds, and the equestrian heritage that makes Lexington famous.
We'll continue our exploration of Lexington with a visit through the South Hill and Gratz Park Historic Districts, where elegant homes and historic architecture tell the story of Lexington's past.
Next, step inside the Mary Todd Lincoln House, the Lexington home of the woman who would become First Lady of the United States. Learn about Mary Todd Lincoln, her family, and her life before and during her years in Washington.
We'll then travel through Georgetown, a charming Kentucky community surrounded by the beautiful landscapes of the Bluegrass.
Our day concludes with a guided tour of Shaker Village of Pleasant Hill, where history, craftsmanship, architecture, gardens, and the Shaker way of life come together in one of Kentucky's most fascinating historic destinations.
Dinner is included at a local favorite.
After a full day of discovery, return to the comfort of the Drury Lexington.
DAY 4: Bardstown
Today we trade the Bluegrass of Lexington for another legendary Kentucky tradition - bourbon!
Travel toward Bardstown along the beautiful Lincoln Heritage Scenic Highway, a route filled with Kentucky history, scenic countryside, historic communities, and connections to the state's bourbon and Lincoln heritage.
Our first major stop is the Heaven Hill Bourbon Experience & Heritage Center, where we'll discover the history and traditions behind one of Kentucky's celebrated bourbon families.
Then continue to My Old Kentucky Home, the historic landmark immortalized by Stephen Foster's beloved song. Explore the beautiful grounds and learn about the history surrounding this iconic Kentucky home.
Tonight, prepare for a truly memorable Kentucky experience!
All aboard the My Old Kentucky Dinner Train for an evening of good food, beautiful scenery, and old-fashioned rail travel through the Kentucky countryside. Relax and enjoy dinner as the train rolls along the tracks - a wonderful way to end our day.
Tonight we settle into our hotel in historic Bardstown, known as one of Kentucky's most charming and historic communities.
DAY 5: Bowling Green
Today is a journey through the Kentucky of Abraham Lincoln.
After a hot included breakfast, we continue along the Lincoln Heritage Scenic Highway, the landscape becomes part of the story. We'll travel through communities and countryside connected to Lincoln's family and early life.
Our first stop is Maker's Mark Distillery, where we'll discover another chapter of Kentucky's famous bourbon-making tradition.
Then enjoy free time and lunch on your own in Historic Springfield, giving you an opportunity to explore, browse, and enjoy the local atmosphere at your own pace.
We'll continue to the Lincoln Homestead State Park Museum and Cabins, where we'll learn more about the Lincoln family's Kentucky roots and see historic structures connected to Abraham Lincoln's family.
Next comes one of the most significant stops of our entire journey: Abraham Lincoln Birthplace National Historical Park. Here we'll explore the place where our nation's 16th president was born and learn about his earliest years in Kentucky.
We'll also see Adolph Weinman's Abraham Lincoln Statue, a striking tribute to the young Lincoln.
Our final Lincoln stop takes us to Abraham Lincoln's Boyhood Home at Knob Creek, where the young Lincoln spent formative years of his childhood.
After a day immersed in American history, we'll continue to Bowling Green and check into the Drury Bowling Green.
DAY 6: Louisville
Our final full day in Kentucky brings two very different - and equally fascinating experiences.
Start the morning at the National Corvette Museum, where America's legendary sports car takes center stage. Discover the history, design, engineering, and evolution of the Corvette through an impressive collection of automobiles and exhibits.
Afterward, enjoy lunch on your own before joining the Lost River Cave Boat Tour. Glide through an underground river and experience one of Kentucky's unique natural wonders.
PLEASE NOTE: The Lost River Cave Boat Tour begins with a 20-minute guided walk along the river’s edge. When you arrive at the massive cave entrance, board the boat for a 25-minute ride through the cave. The cave boat tour is not handicapped accessible. The path to the cave features a 30-degree slope, with 15 steps along the walk, that guests must descend and later ascend at the end of the tour.
At the entrance, guests will navigate 6 steps before receiving instructions and flotation devices.
Boarding the boat involves stepping down into the boat, which may sway with movement.
Water depth along the tour is 4 to 5 feet.
In one section of the cave, the ceiling is very low, and guests will need to bend forward (chin to knee) as the boat moves through this area.
After our glide underground, it's back above ground and aboard the motorcoach as we travel to Louisville for our final overnight.
Take some time this evening to relax, reminisce, and share your favorite memories of an incredible week in Kentucky.
DAY 7: Home
It's hard to believe our Kentucky adventure is already coming to an end! After breakfast, we'll board the motorcoach and begin our journey home. We make the stretch and lunch break along the way for comfort, of course.
As we travel north, take a moment to reflect on everything we've experienced - from the thundering hooves at Churchill Downs and the rolling hills of Bluegrass Country to historic homes, bourbon traditions, scenic highways, underground caverns, and the places where Abraham Lincoln's remarkable story began.
You'll return home with wonderful memories, new friends, and plenty of stories to share.
B=Breakfast, L=Lunch, D =Dinner
ALL deposits are due within seven (7) days of reservation by credit card or check. A 3% processing fee applies to all credit card transactions.
Below is a list of pick-up points available on this tour.
Below is a list of pick-up points available on this tour.
| Name | Address |
|---|---|
| ALLENTON | ALLENTON P&R Lot 6689 County Rd W |
| APPLETON | APPLETON Park & Ride Lot E Evergreen off Ballard- 7 Day |
| BROOKFIELD | GOERKES CORNERS Park & Ride Lot 400 N Barker Rd P&R 5-day |
| BURLINGTON | BURLINGTON Veterans Terrace, 589 Milwaukee Ave (Hwy 36) |
| CEDAR GROVE | CEDAR GROVE Pilot Truck Stop, 905 Sauk Trail |
| COTTAGE GROVE | COTTAGE GROVE P & R Park & Ride 4708 County Hwy TT Sun Prairie, WI |
| DE PERE | DE PERE I-41 Exit 163-Main Ave Hwy G, P&R 7-day |
| DEFOREST | DEFOREST 5012 Elephant Trail, P&R 7-day |
| DELAFIELD | DELAFIELD Nagawaukee P&R Hwy 83 North of I-94 (Exit 287) P&R 2-day |
| DENMARK | DENMARK McDonald's 610 Depere Rd |
| DES PLAINES | DES PLAINES McDonald's 3067 Mannheim Rd |
| FOND DU LAC | FOND DU LAC Park & Ride Lot - West Rolling Meadows Dr- 7 Day |
| GERMANTOWN | GERMANTOWN McDonald's N92W17512 County Line Q |
| GREEN BAY HOTEL J | GREEN BAY HOTEL J- **Overnight Room Required** Hotel J 2620 S Packerland Dr |
| GURNEE | GURNEE McDonald's 5555 Grand Ave Hwy 132 E. |
| JANESVILLE | JANESVILLE Kwik Trip Plaza, 3359 Milton Ave |
| JOHNSON CREEK | JOHNSON CREEK Park & Ride 350 N Watertown Rd 10-day |
| JUNEAU | JUNEAU Lamers Bus Lines, 548 S Fairfield Ave |
| KENOSHA | KENOSHA McDonald's, 12214 75th St (Hwy 50) |
| LA CROSSE | LA CROSSE Lamers Bus Lines, 326 Sky Harbour Dr |
| LAKE DELTON | LAKE DELTON Home Depot Parking Lot 136 Commerce St |
| LOMIRA | LOMIRA Midwestern Shooters 191 Church St, (S. End of Lot) |
| MADISON | MADISON American Center, 5601 Eastpark Blvd, P&R 7-day |
| MANITOWOC | MANITOWOC P&R Lot 4355 S Frontage Rd. P&R 7-day |
| MAUSTON | MAUSTON Kwik Trip Truck Plaza, 611 Gateway Ave (Hwy 82) |
| MKE BROWN DEER | BROWN DEER 43 W Brown Deer Rd at I-43, P&R 5-day |
| MKE COLLEGE | COLLEGE P & R SOUTHWEST LOT I-43/I-94/County ZZ SW LOT P&R 5-day |
| MKE GOOD HOPE | GOOD HOPE 11800 Good Hope Rd |
| MKE HALES CORNERS | HALES CORNERS PARK & RIDE 4800 S. 108th St Greenfield |
| MKE SOUTH | MKE SOUTH McDonald's, 6262 S 13th St |
| MOUNT PLEASANT | MOUNT PLEASANT McDonald's, 13343 Washington Ave (Hwy 20) |
| NEW LISBON | NEW LISBON McDonald's, 1701 E Bridge St. |
| OCONOMOWOC | OCONOMOWOC Park & Ride Lot 35080 Delafield Road |
| OSHKOSH | OSHKOSH Burger King, 800 S Washburn |
| PLOVER | PLOVER Fmr. Younkers Lot-SE corner1800 Plover Rd (Hwy B) |
| PORT WASHINGTON | PORT WASHINGTON P&R 150 E. Seven Hills Rd, 2-day |
| PORTAGE | PORTAGE Petro Truck Plz.N5800 Kinney Rd (I-90/94 & Hwy 78) |
| ROTHSCHILD | ROTHSCHILD Lamers Bus Lines, 2415 Trailwood Ln. |
| SHAWANO | SHAWANO Boarders Inn & Suites, W7393 River Bend Rd. |
| SHEBOYGAN | SHEBOYGAN Meijer 924 N Taylor Dr |
| SOUTH HOLLAND | SOUTH HOLLAND Lincoln Oasis 700 Tri-State Tollway, IL 60476 |
| TOMAH | TOMAH Kwik Trip,310 E McCoy Blvd, Hwy 21/12, (SW corner) |
| WAUWATOSA | WATERTOWN PLANK RD Park & Ride 10600 W Watertown Plank Rd, |
| WISCONSIN RAPIDS | WISCONSIN RAPIDS Lamers Bus Lines, 2611 W Grand Ave. |
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